(R)-3-AMINO-3-(3-NITRO-PHENYL)-PROPIONIC ACID

Intermediate 1 5A: (R)-ethyl 3 -amino-3 -(3-nitrophenyl)propanoate, HC1 j00184j (R)-3-Amino-3-(3-nitrophenyl)propanoic acid (0.500 g, 2.379 mmol) wassuspended in acetonitrile (5 mL) and hydrochloric acid, 4 M in dioxane (5 mL) wasadded. The solution was concentrated under reduced pressure. In a seperate flask, thionyl chloride (0.200 mL, 2.74 mmol) was added to EtOH (8 mL) at 0 C. This solution was allowed to stir for 30 mm. This solution was added to the HC1 salt and allowed to stir overnight at 40 C. The reaction was concentrated. The solid wastriturated with Et20 to yield Intermediate iSA (0.508 g, 1.849 mmol, 78 % yield). MS (ESI) m/z: 239.1(M+H).[(2R, 5R)-17, 20-Dimethyl-3, 12-dioxo-2-(4-oxo-3, 4-dihydro- quinazolin-6-ylamino)-13-oxa-4, ll-diaza-tricyclo[14.2.2.1 ' jhenicosa- l(19), 6, 8, 10(21), 16(20), 17-hexaen-5-yl]-acetic acid; [00267] 4.0 M HCl in dioxane (5 mL) was added to a solution of The enzyme penicillin amidase is added and shaken for 3 days. Removal of the enzyme by filtration and the usual workup result in

Molecular Weight:210.19
XLogP3:-2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:210.06405680
Monoisotopic Mass:210.06405680
Topological Polar Surface Area:109
Heavy Atom Count:15
Complexity:251
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes